Dental adhesive material kit

Abstract

The present invention provides a dental adhesive material kit that exhibits high adhesive property to tooth structure and dental prosthesis through photopolymerization while maintaining good ease of handling with the paste properties that undergo little change during long storage. The present invention relates to a dental adhesive material kit comprising: an aqueous adhesive dental composition (X) comprising a radical polymerizable monomer (a) containing an acidic group, a polymerization accelerator (b), water (c), and a radical polymerizable monomer (d) containing no acidic group; and a curable dental composition (Y) comprising a hydrophilic radical polymerizable monomer (d-1) containing no acidic group, a hydrophobic radical polymerizable monomer (d-2) containing no acidic group, a chemical polymerization initiator (e), a photopolymerization initiator (f), and a filler (g), the filler (g) being a filler treated with a surface treatment agent, and having an average particle diameter of 0.01 to 50.0 μm, the surface treatment agent comprising a silane coupling agent (A) represented by general formula [1], and an organosilazane (B) represented by general formula [2].

The invention claimed is: 
     
       1. A dental adhesive material kit, comprising:
 an aqueous adhesive dental composition; and 
 a curable dental composition, 
 wherein the aqueous adhesive dental composition comprises:
 a radical polymerizable monomer comprising an acidic group; 
 a polymerization accelerator; 
 water; and 
 a radical polymerizable monomer containing no acidic group, 
 
 wherein the curable dental composition comprises:
 a hydrophilic radical polymerizable monomer containing no acidic group; 
 a hydrophobic radical polymerizable monomer containing no acidic group; 
 a chemical polymerization initiator; 
 a photopolymerization initiator; and 
 a filler, 
 
 wherein the filler is treated with a surface treatment agent, and the filler has an average particle diameter of 0.01 to 50.0 μm, 
 wherein the surface treatment agent comprises:
 a silane coupling agent represented by the following general formula [1],
   CH 2 ═C(R 1 )—COO—(CH 2 ) p —Si—R 2   q R 3   (3−q)   1
 
 
 wherein:
 R 1  is a hydrogen atom or a methyl group; 
 R 2  is an optionally substituted hydrolyzable group; 
 R 3  is an optionally substituted C 1  to C 3  alkyl group; 
 p is an integer of 1 to 13; and 
 q is 2 or 3; and 
 
 
 an organosilazane represented by the following general formula [2],
   R 4 R 5 R 6 —Si—NH—Si—R 7 R 8 R 9   2
 
 wherein:
 R 4 , R 5 , and R 6  each independently represent a hydrogen atom or an optionally substituted C 1  to C 3  alkyl group; 
 at least one of R 4 , R 5  and R 6  is an optionally substituted C 1  to C 3  alkyl group; 
 R 7 , R 8 , and R 9  each independently represent a hydrogen atom or an optionally substituted C 1  to C 3  alkyl group; and 
 at least one of R 7 , R 8 , and R 9  is an optionally substituted C 1  to C 3  alkyl group. 
 
 
 
     
     
       2. The dental adhesive material kit of  claim 1 , wherein:
 R 2  is an unsubstituted hydrolyzable group, 
 R 3  is an unsubstituted C 1  to C 3  alkyl group, 
 R 4 , R 5 , and R 6  each independently represent a hydrogen atom or an unsubstituted C 1  to C 3  alkyl group, 
 at least one of R 4 , R 5 , and R 6  is an unsubstituted C 1  to C 3  alkyl group, 
 R 7 , R 8 , and R 9  each independently represent a hydrogen atom or an unsubstituted C 1  to C 3  alkyl group, and 
 at least one of R 7 , R 8 , and R 9  is an unsubstituted C 1  to C 3  alkyl group. 
 
     
     
       3. The dental adhesive material kit of  claim 1 , wherein R 2  is an unsubstituted C 1  to C 6  linear alkoxy group or an unsubstituted C 1  to C 6  branched alkoxy group. 
     
     
       4. The dental adhesive material kit of  claim 1 , wherein R 1  is a methyl group. 
     
     
       5. The dental adhesive material kit of  claim 1 , wherein p is 2 to 10. 
     
     
       6. The dental adhesive material kit of  claim 1 , wherein q is 3. 
     
     
       7. The dental adhesive material kit of  claim 1 , wherein the silane coupling agent is at least one selected from the group consisting of 2-(meth)acryloxyethyltrimethoxysilane, 3-(meth)acryloxypropyltrimethoxysilane, 4-(meth)acryloxybutyltrimethoxysilane, 5-(meth)acryloxypentyltrimethoxysilane, and 6-(meth)acryloxyhexyltrimethoxysilane. 
     
     
       8. The dental adhesive material kit of  claim 1 , wherein the organosilazane is at least one selected from the group consisting of 1,1,3,3-tetramethyldisilazane, 1,1,1,3,3,3-hexamethyldisilazane, and 1,1,1,3-pentamethyldisilazane. 
     
     
       9. The dental adhesive material kit of  claim 1 , wherein the silane coupling agent and the organosilazane have a silane coupling agent: organosilazane mole ratio of 1:1 to 1:20. 
     
     
       10. The dental adhesive material kit of  claim 1 , wherein the radical polymerizable monomer containing no acidic group comprises a second hydrophilic radical polymerizable monomer containing no acidic group. 
     
     
       11. The dental adhesive material kit of  claim 1 , wherein the hydrophilic radical polymerizable monomer containing no acidic group comprises a monofunctional (meth)acrylamide hydrophilic radical polymerizable monomer containing no acidic group. 
     
     
       12. The dental adhesive material kit of  claim 1 , wherein the polymerization accelerator is a period 4 transition metal compound. 
     
     
       13. The dental adhesive material kit of  claim 1 , wherein the chemical polymerization initiator is a hydroperoxide. 
     
     
       14. The dental adhesive material kit of  claim 1 , wherein the curable dental composition is a one-pack curable dental composition. 
     
     
       15. The dental adhesive material kit of  claim 1 , wherein the kit is a dental veneer cement kit.